[2-(2-Dibenzylamino-ethoxy)-ethyl]methyl-carbamic acid tert-butyl ester → tert-butyl N-(2-(2-aminoethoxy)ethyl)-N-methylcarbamate

HRID 410989Notes

Reaction equation

HRID 410989 reaction equation
[C:1]([O:5][C:6](=[O:29])[N:7]([CH2:9][CH2:10][O:11][CH2:12][CH2:13][N:14](CC1C=CC=CC=1)CC1C=CC=CC=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:29])[N:7]([CH2:9][CH2:10][O:11][CH2:12][CH2:13][NH2:14])[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 67332450[2-(2-Dibenzylamino-ethoxy)-ethyl]methyl-carbamic acid tert-butyl ester

Product 1

HCID 85823338tert-butyl N-(2-(2-aminoethoxy)ethyl)-N-methylcarbamateYield 91.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

[2-(2-Amino-ethoxy)-ethyl]-methyl-carbamic acid tert-butyl ester (100 mg) was prepared following General Procedure T starting from [2-(2-dibenzylamino-ethoxy)-ethyl]-methyl-carbamic acid tert-butyl ester (200 mg) and Pd—C (40 mg) in methanol (1.5 mL).

Sources & evidence

ORD record
ord-3bcd6dd6aaa54ab5aa47ded7783c635f
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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